Sodium Sulfite → 5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine

HRID 1817152노트

반응식

HRID 1817152 반응식
[CH2:1]([N:3]1[C:11]2[CH:10]=[CH:9][N:8]=[CH:7][C:6]=2[N:5]=[C:4]1[C:12]1[C:13]([NH2:18])=[N:14][CH:15]=[CH:16][N:17]=1)[CH3:2].[Br:19]N1C(=O)CCC1=O.S([O-])([O-])=O.[Na+].[Na+]>C1COCC1>[Br:19][C:16]1[N:17]=[C:12]([C:4]2[N:3]([CH2:1][CH3:2])[C:11]3[CH:10]=[CH:9][N:8]=[CH:7][C:6]=3[N:5]=2)[C:13]([NH2:18])=[N:14][CH:15]=1

참가 물질

5

반응물 3

HCID 24437Sodium SulfiteHCID 67184N-bromobutanimideHCID 113568813-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine

생성물 1

HCID 598524085-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine수율 81.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.45 g, 1.8 mmol) (see Example 1) in THF is added N-bromosuccinimide (0.37 g, 2.1 mmol). The reaction is stirred for 4 hours at ambient temperature. Sodium sulfite (excess) was added and stirred vigorously for 30 minutes. The mixture was then concentrated to dryness and treated with water. After sonication, the solids were collected on filter. Rinsing (×2) with diethyl ether afforded 5-bromo-3-(1-ethyl-1H-imidazo[4,5-c]pyridin-2-yl)pyrazin-2-amine (0.47 g, 79%) as tan solids.

후처리

  1. stirringstirred vigorously for 30 minutes
  2. concentrationThe mixture was then concentrated to dryness
  3. additiontreated with water
  4. customAfter sonication
  5. customthe solids were collected
  6. filtrationon filter
  7. washRinsing (×2) with diethyl ether

출처 및 근거

ORD 기록
ord-a162716332a245e5866deae9181e4f02
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598251B2

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